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    J Org Chem. 2003 Jun 27;68(13):5091-103.

    En route to surface-bound electric field-driven molecular motors.

    Source

    Department of Chemistry, Rice University, 6100 South Main Street, Houston, Texas 77005, USA.

    Erratum in

    • J Org Chem. 2004 Mar 5;69(5):1760.

    Abstract

    Four caltrop-shaped molecules that might be useful as surface-bound electric field-driven molecular motors have been synthesized. The caltrops are comprised of a pair of electron donor-acceptor arms and a tripod base. The molecular arms are based on a carbazole or oligo(phenylene ethynylene) core with a strong net dipole. The tripod base uses a silicon atom as its core. The legs of the tripod bear sulfur-tipped bonding units, as acetyl-protected benzylic thiols, for bonding to a gold surface. The geometry of the tripod base allows the caltrop to project upward from a metallic surface after self-assembly. Ellipsometric studies show that self-assembled monolayers of the caltrops are formed on Au surfaces with molecular thicknesses consistent with the desired upright-shaft arrangement. As a result, the zwitterionic molecular arms might be controllable when electric fields are applied around the caltrops, thereby constituting field-driven motors.

    PMID:
    12816462
    [PubMed]

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